
House holiday rentals in Middletown
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Top-rated house rentals in Middletown
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown house rentals
House rentals with a pool

Private Hudson Valley Country Retreat

Scenic River View Escape | New Paltz

Midcentury Modern ZenHouse Sculptor Studio

Modern Lux 5-Bed, Pool Open! Dogs Welcome

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Modern House with Private Pool, Hot-Tub, Fireplace

Stylish Woodstock Pool Home

Spacious Catskills Farmhouse w/ In-Ground Pool!
Weekly house rentals

Unique Dutch Barn in the Hudson Valley

Welcome to Newburgh's Cozy Cove

Streamside Catskills Cabin

The Alexandria - Wurtsboro, NY

Family friendly River Retreat Wi Fi~ Fireplace

Cabin96-Shawangunk Mountain View

Modern Rustic Hudson Valley Cabin in Warwick

The First House
Private house rentals

little cozy house in the village

The Wildflower House

Cozy farmhouse nestled on 17 acres of nature

River Ridge House

Luxury Mountain Retreat with Panoramic Vista Views

Catskills Escape | Serenity on 105 Acres

10-Acre Catskills Cabin | Pond, Firepit & Trails

Relaxed Country Home Hikes&Gunks&BlueCliff
Quick stats about house rentals in Middletown
Total rentals
10 properties
Nightly prices starting at
$61 AUD before taxes and fees
Total number of reviews
170 reviews
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Coney Island, Orange County Fair Speedway and ShopRite of Wallkill
Destinations to explore
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- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Delaware Water Gap National Recreation Area
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Promised Land State Park
- Thunder Ridge Ski Area
- Ringwood State Park
- Hudson Highlands State Park
- Riverside Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- St. Nicholas Park
- Rockland Lake State Park
- Van Cortlandt Park Golf Course
- Sterling Forest State Park
- Inwood Hill Park
- Wawayanda State Park
- Great Falls Park